Bay to Breakers, San Francisco, California
Concierge.com's insider take:
Founded in 1912, Bay to Breakers once held the Guinness record for the world's largest footrace, with 110,000 participants. It's no longer the biggest, but these days, nearly 80,000 athletes from the Bay Area and around the globe still make the trek, on the third Sunday in May, from the Ferry Building to Ocean Beach. Such wide appeal might seem surprising considering the difficult 12K course, which runs over San Francisco's notoriously steep hills. But since 1940, when the event's first woman runner participated in drag, Bay to Breakers has been something akin to a circuit party, with competitors showing up in all manner of costumes—or without any clothing at all—often toting portable bars stocked with beers and mixed drinks. Live bands play along the course, while a big-name act (in the past, Bonnie Rait and Better Than Ezra) plays a gig at the finish line in Golden Gate Park.